diff --git a/src/cascadia/TerminalSettingsEditor/AddProfile.cpp b/src/cascadia/TerminalSettingsEditor/AddProfile.cpp
index 061a874ff07..15fd71138ae 100644
--- a/src/cascadia/TerminalSettingsEditor/AddProfile.cpp
+++ b/src/cascadia/TerminalSettingsEditor/AddProfile.cpp
@@ -39,4 +39,13 @@ namespace winrt::Microsoft::Terminal::Settings::Editor::implementation
             _State.RequestDuplicate(selected.try_as<Model::Profile>().Guid());
         }
     }
+
+    void AddProfile::ProfilesSelectionChanged(const IInspectable& /*sender*/,
+                                              const Windows::UI::Xaml::RoutedEventArgs& /*eventArgs*/)
+    {
+        if (!_IsProfileSelected)
+        {
+            IsProfileSelected(true);
+        }
+    }
 }
diff --git a/src/cascadia/TerminalSettingsEditor/AddProfile.h b/src/cascadia/TerminalSettingsEditor/AddProfile.h
index 5eaedbbad22..938d5151251 100644
--- a/src/cascadia/TerminalSettingsEditor/AddProfile.h
+++ b/src/cascadia/TerminalSettingsEditor/AddProfile.h
@@ -52,8 +52,11 @@ namespace winrt::Microsoft::Terminal::Settings::Editor::implementation
 
         void AddNewClick(const IInspectable& sender, const Windows::UI::Xaml::RoutedEventArgs& eventArgs);
         void DuplicateClick(const IInspectable& sender, const Windows::UI::Xaml::RoutedEventArgs& eventArgs);
+        void ProfilesSelectionChanged(const IInspectable& sender, const Windows::UI::Xaml::RoutedEventArgs& eventArgs);
 
         WINRT_PROPERTY(Editor::AddProfilePageNavigationState, State, nullptr);
+        WINRT_CALLBACK(PropertyChanged, Windows::UI::Xaml::Data::PropertyChangedEventHandler);
+        WINRT_OBSERVABLE_PROPERTY(bool, IsProfileSelected, _PropertyChangedHandlers, nullptr);
     };
 }
 
diff --git a/src/cascadia/TerminalSettingsEditor/AddProfile.idl b/src/cascadia/TerminalSettingsEditor/AddProfile.idl
index 82ee2a64e44..480c69bcbe1 100644
--- a/src/cascadia/TerminalSettingsEditor/AddProfile.idl
+++ b/src/cascadia/TerminalSettingsEditor/AddProfile.idl
@@ -13,9 +13,10 @@ namespace Microsoft.Terminal.Settings.Editor
         event AddNewArgs AddNew;
     };
 
-    [default_interface] runtimeclass AddProfile : Windows.UI.Xaml.Controls.Page
+    [default_interface] runtimeclass AddProfile : Windows.UI.Xaml.Controls.Page, Windows.UI.Xaml.Data.INotifyPropertyChanged
     {
         AddProfile();
         AddProfilePageNavigationState State { get; };
+        Boolean IsProfileSelected { get; };
     }
 }
diff --git a/src/cascadia/TerminalSettingsEditor/AddProfile.xaml b/src/cascadia/TerminalSettingsEditor/AddProfile.xaml
index fb67b1f457c..ead73a4eebb 100644
--- a/src/cascadia/TerminalSettingsEditor/AddProfile.xaml
+++ b/src/cascadia/TerminalSettingsEditor/AddProfile.xaml
@@ -41,7 +41,8 @@
                 <local:SettingContainer x:Uid="AddProfile_Duplicate">
                     <muxc:RadioButtons x:Name="Profiles"
                                        AutomationProperties.AccessibilityView="Content"
-                                       ItemsSource="{x:Bind State.Settings.AllProfiles, Mode=OneWay}">
+                                       ItemsSource="{x:Bind State.Settings.AllProfiles, Mode=OneWay}"
+                                       SelectionChanged="ProfilesSelectionChanged">
                         <muxc:RadioButtons.ItemTemplate>
                             <DataTemplate x:DataType="model:Profile">
                                 <Grid HorizontalAlignment="Stretch"
@@ -72,6 +73,7 @@
                         AutomationProperties.AutomationId="AddProfile_DuplicateButton"
                         AutomationProperties.Name="{Binding Tag, RelativeSource={RelativeSource Self}}"
                         Click="DuplicateClick"
+                        IsEnabled="{x:Bind IsProfileSelected, Mode=OneWay}"
                         Style="{StaticResource AccentButtonStyle}">
                     <Button.Content>
                         <StackPanel Orientation="Horizontal">